GS-650804/Boc-(S)-cyclopropylglycine

GS-650804 / Boc-(S)-cyclopropylglycine is a pivotal Boc-protected non-natural amino acid building block widely employed in peptide synthesis, drug development, and biochemical research. The compound features a glycine scaffold with a cyclopropyl substituent at the α-carbon and a Boc-protected amino group, creating a molecular scaffold that combines the structural rigidity of the cyclopropyl ring with the chiral (S)-configuration. As a non-natural amino acid analogue, GS-650804 / Boc-(S)-cyclopropylglycine enables researchers to introduce conformational constraints into peptide sequences, enhancing peptide stability, bioavailability, and target engagement. The Boc protecting group of GS-650804 / Boc-(S)-cyclopropylglycine allows for orthogonal deprotection strategies in solid-phase peptide synthesis, making it compatible with standard SPPS protocols. Furthermore, GS-650804 / Boc-(S)-cyclopropylglycine serves as a versatile building block in the development of cyclic peptides with enhanced stability and bioactivity, as well as novel pharmaceuticals targeting neurological conditions and pain management. The unique cyclopropyl-containing scaffold of GS-650804 / Boc-(S)-cyclopropylglycine has also been leveraged in the synthesis of various bioactive compounds, including enzyme inhibitors and receptor modulators.

Product Parameters

FAQ

Q1: What are the primary applications of GS-650804 / Boc-(S)-cyclopropylglycine?

A: GS-650804 / Boc-(S)-cyclopropylglycine is primarily used as a building block in peptide synthesis, particularly in the development of cyclic peptides that exhibit enhanced stability and bioactivity. It is also used in drug development for designing novel pharmaceuticals targeting neurological conditions and pain management, biochemical studies of protein interactions and enzyme mechanisms, and research on amino acid analogues.

Q2: What is the role of the Boc protecting group in GS-650804 / Boc-(S)-cyclopropylglycine?

A: The Boc (tert-butyloxycarbonyl) group in GS-650804 / Boc-(S)-cyclopropylglycine protects the amino functionality during peptide synthesis. It is selectively removable under mild acidic conditions (e.g., TFA in DCM), enabling orthogonal deprotection strategies in SPPS.

Storage Conditions

Store GS-650804 / Boc-(S)-cyclopropylglycine in a tightly sealed container at 0–8 °C (refrigerated) or at 2–8 °C. Keep the container dry, protected from light, and stored in a clean, well-ventilated area away from strong oxidizing agents, strong acids, and sources of ignition. Protect from moisture; desiccated storage is strongly recommended. Allow the sealed container to reach ambient temperature before opening to minimize moisture condensation.

Shelf life: 2 years when stored at 0–8 °C in a sealed container under recommended conditions.

Handling precautions: Use only in a fume hood. Wear chemical-resistant gloves, safety goggles, and a lab coat. Avoid generating dust or aerosols. Do not eat, drink, or smoke in work areas. After handling, wash hands thoroughly. Contaminated clothing should be removed and washed before reuse. Refer to the Safety Data Sheet (SDS) for complete safety information.

Application Scenarios

       GS-650804 / Boc-(S)-cyclopropylglycine serves as a valuable building block in the synthesis of cyclic peptides that exhibit enhanced stability and bioactivity due to the conformational constraint introduced by the cyclopropyl group.

Drug Development (Neurology & Pain Management)

Researchers leverage the unique cyclopropyl-containing structure of GS-650804 / Boc-(S)-cyclopropylglycine to design novel pharmaceuticals targeting neurological conditions and pain management, including more effective analgesics.

Biochemical Studies

Used in studies to understand protein interactions and enzyme mechanisms, providing insights that can lead to advancements in biochemistry and molecular biology.

Amino Acid Analogue Research

GS-650804 / Boc-(S)-cyclopropylglycine acts as an analogue of natural amino acids, allowing scientists to explore the effects of structural modifications on biological activity — crucial for drug design.

Custom Synthesis Projects

Its distinct properties make GS-650804 / Boc-(S)-cyclopropylglycine a preferred choice in custom synthesis projects for pharmaceutical companies, enabling tailored solutions for specific therapeutic targets.

Solid-Phase Peptide Synthesis (SPPS)

The Boc-protected amino group of GS-650804 / Boc-(S)-cyclopropylglycine is compatible with standard SPPS protocols, allowing for straightforward incorporation into peptide sequences.

Enzyme Inhibitor Development

The cyclopropyl-containing scaffold of GS-650804 / Boc-(S)-cyclopropylglycine has been leveraged in the synthesis of various enzyme inhibitors and receptor modulators.

Process Development & Scale-Up

Pharmaceutical peptide chemists use this intermediate for reaction optimization (coupling conditions, deprotection parameters), impurity mapping, and development of scalable commercial manufacturing routes for cyclopropyl-containing peptide-based products.

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